4-Oxododecanedioic acid

Base Information

• Chemical Name: 4-Oxododecanedioic acid
• CAS No.: 30828-09-2
• Molecular Formula: C12H20 O5
• Molecular Weight: 244.288
• Hs Code.: 2918300090
• UNII: SK9QS92H2X
• Wikidata: Q105028640
• Mol file: 30828-09-2.mol

Synonyms:4-Oxododecanedioic acid;30828-09-2;Dodecanedioic acid, 4-oxo-;4-Oxodo-decanedioic acid;SK9QS92H2X;4-(2,4-dihydroxy-3,6-dimethyl-benzoyl)oxy-2-hydroxy-3,6-dimethyl-benzoic Acid;4-Oxododecanedioicacid;UNII-SK9QS92H2X;CHEBI:183468;HY-N2644;AKOS022184939;FS-9739;CS-0023062;NCGC00381248-01!4-oxododecanedioic acid

Chemical Property of 4-Oxododecanedioic acid

Chemical Property:

• Melting Point: 106-109 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 472.4±25.0 °C(Predicted)
• PKA: 4.77±0.17(Predicted)
• PSA: 91.67000
• Density: 1.146±0.06 g/cm3(Predicted)
• LogP: 2.23560
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 244.13107373
• Heavy Atom Count: 17
• Complexity: 260

Purity/Quality:

99% ^*data from raw suppliers

4-Oxododecanedioicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCC(=O)CCC(=O)O)CCCC(=O)O

Technology Process of 4-Oxododecanedioic acid

There total 4 articles about 4-Oxododecanedioic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2,2-dimethyl-4,6-dioxo-5-(2-oxo-9-carbomethoxynonyl)-1,3-dioxane (85060-85-1) → 4-ketododecanedioic acid (30828-09-2)

Guidance literature:

With hydrogenchloride; acetic acid; Yield given. Multistep reaction; 1) H₂O, reflux, 3 h, 2) reflux, 3 h;

DOI:10.1007/BF00962129

Reference yield:

methyl 9-oxodecanoate (2575-07-7) → 4-ketododecanedioic acid (30828-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Br₂, urea, 2.) KOH (aq.), Et₄NI / 1.) MeOH, 20 deg C, 8 h, 2.) DMF, 20 deg C, 24 h

2: 1.) AcOH(aq.), 2.) HCl(conc.) / 1.) reflux, 3 h, 2.) reflux, 3 h

With hydrogenchloride; potassium hydroxide; tetraethylammonium iodide; bromine; acetic acid; urea;

DOI:10.1007/BF00951090

Reference yield:

10-bromo-9-ketodecanoic acid methyl ester (85060-82-8) → 4-ketododecanedioic acid (30828-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1: AcONa*3H₂O / dimethylformamide / 24 h / 20 °C

2: 1) acetic acid, 2) conc. HCl / 1) H₂O, reflux, 3 h, 2) reflux, 3 h

With hydrogenchloride; sodium acetate; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1007/BF00962129

upstream raw materials:

2,2-dimethyl-4,6-dioxo-5-(2-oxo-9-carbomethoxynonyl)-1,3-dioxane

4-Oxo-dodecanedioic acid 12-methyl ester

methyl 9-oxodecanoate

10-bromo-9-ketodecanoic acid methyl ester

Refernces

• 1、 Zav'yalov, S. I.,Kravchenko, N. E.. "EFFECT OF AMIDES ON THE BROMINATION OF METHYL ALKYL KETONES". . p. 418 - 420. Retrieved 2007/10/02.